Oahu Beach Rentals

Oahu Beach Rentals

Fusing tropical style with classic luxury, villas in Oahu are the perfect way to stay in America's beautiful Pacific "Gathering Place". This incredibly diverse island offers everything from trendy urban attractions in Honolulu to untouched wilderness to important cultural legacies. Let us customize the getaway of a lifetime, beginning with our private luxury villas in Oahu.

All guests of our Oahu rentals have access to our complimentary concierge service to enhance their stay with pre-arranged activities, car rentals and staffing.

Diamond Head Villas

Diamond Head Tiki Estate
  • Diamond Head Tiki Estate

  • Diamond Head, Oahu, Hawaii
    3 br, 3.5 ba, Pool
  • At this glamorous, 3 bedroom 3 ½ bathroom luxury estate, every amenity you need for relaxing vacation in Hawaii is provided: discreet location,...

Presidential Penthouse at the Ala Moana
  • Presidential Penthouse at the Ala Moana

  • Diamond Head, Oahu, Hawaii
    4 br, 4.5 ba, Pool
  • Stunning ocean views and just footsteps away from Ala Moana Shopping Center, this is the perfect destination for any vacation filled with beauty,...

Diamond Head Seaside Hideaway
  • Diamond Head Seaside Hideaway

  • Diamond Head, Oahu, Hawaii
    3 br, 3.5 ba, Pool
  • Located on the ocean side of Diamond Head Road that connects Waikiki and Kahala, this property is situated above some of Oahu South Shore’s best...

House Without Walls
  • House Without Walls

  • Diamond Head, Oahu, Hawaii
    5 br, 4.5 ba, Pool
  • This extravagant vacation villa is situated on the slopes of Diamond Head along Oahu’s Gold Coast. It is one of the most sought-after locations in...

Bali Estate
  • Bali Estate

  • Diamond Head, Oahu, Hawaii
    4 br, 4.5 ba, Pool
  • An architectural masterpiece nestled on a private street on the slopes of Diamond Head. This ultra-luxury estate is meticulously crafted with the...

Villa Noela
  • Villa Noela

  • Diamond Head, Oahu, Hawaii
    4 br, 4 ba, Pool
  • Each day the afternoon sun shines its blessings on Villa Noela. As Noela Drive’s first estate, this home is seasoned with rich history and timeless...

Paradise Cove Estate
  • Paradise Cove Estate

  • Diamond Head, Oahu, Hawaii
    7 br, 7.5 ba, Pool, Beachfront
  • If paradise had a home it would be here, in the sun, on the beach, nestled in a cove at the foot of Diamond Head. If luxury had a face it would be...

All prices listed are in USD

Hawaii Kai Villas

Ali'i Beach Estate
  • Ali'i Beach Estate

  • Hawaii Kai, Oahu, Hawaii
    6 br, 5 ba, Pool, Beachfront
  • This one-of-a-kind South Shore Estate sits on 2.6 acres of manicured lawns and boasts over 350 feet of ocean frontage. An enormous rare Banyan tree...

Banyan Tree Beach Estate
  • Banyan Tree Beach Estate

  • Hawaii Kai, Oahu, Hawaii
    5 br, 5.5 ba, Beachfront
  • The Banyan Tree Beach Estate was originally known as the “Dolly Parton Estate” due to the entertainer’s purchase of the property and extensive...

All prices listed are in USD

Hawaii Loa Ridge Villas

Hale Lani - Heavenly House
  • Hale Lani - Heavenly House

  • Hawaii Loa Ridge, Oahu, Hawaii
    5 br, 4 ba, Pool
  • Above Hawaii Kai, on Oahu’s South Eastern shore, is a spectacular Hawaii Loa Ridge Home that has Ocean Views that stretch for miles. Watch sunsets,...

All prices listed are in USD

Honolulu Villas

Honolulu Sky Villa
  • Honolulu Sky Villa

  • Honolulu, Oahu, Hawaii
    6 br, 5 ba, Pool
  • TO VIEW VIRTUAL TOURS, CLICK HERE: Honolulu Sky Villa Here is the ultimate vacation experience in your own private paradise. Honolulu Sky Villa...

All prices listed are in USD

Kahala Villas

Beachfront Oasis
  • Beachfront Oasis

  • Kahala, Oahu, Hawaii
    3 br, 3 ba, Pool, Beachfront
  • Beachfront Oasis is a striking, mid century, 3 bedroom, 3 bathroom gated beachfront property. Here, Guests enjoy extreme privacy and beach access...

Beach Way
  • Beach Way

  • Kahala, Oahu, Hawaii
    4 br, 4.5 ba
  • Located in the exclusive area bordering Kahala and Diamond Head, Beach Way is one of Oahu’s newest luxury estates. Long & Associates Architects has...

Hale O’Ho’okipa
  • Hale O’Ho’okipa

  • Kahala, Oahu, Hawaii
    4 br, 5 ba, Pool
  • Stroll down the beach at sunrise or sunset to the Kahala Hotel for breakfast or an evening cocktail. Hale O Ho'okipa is a luxury 4+ bedroom, 5 bat...

Tropical Oasis
  • Tropical Oasis

  • Kahala, Oahu, Hawaii
    4 br, 4.5 ba, Pool
  • Our Tropical Oasis boasts an extremely large, beautifully landscaped lot, with an oversized pool and open floor plan. Each room is its own suite wit...

Oceanfront Oasis
  • Oceanfront Oasis

  • Kahala, Oahu, Hawaii
    7 br, 8 ba, Pool, Beachfront
  • 'Oceanfront Oasis' is a spectacular seven bedroom, majestic oceanfront retreat. Water features and bamboo greet you at the entry of the home....

Kahala Mini Resort
  • Kahala Mini Resort

  • Kahala, Oahu, Hawaii
    7 br, 6.5 ba, Pool, Beachfront
  • This is the one of the best luxury vacation rental values in Hawaii. With a palm tree-lined beachfront location, two large pools, tennis courts,...

All prices listed are in USD

Kailua Villas

Plantation at Paradise Point
  • Plantation at Paradise Point

  • Kailua, Oahu, Hawaii
    5 br, 5.5 ba, Pool, Beachfront
  • The Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a...

Villa Soluna
  • Villa Soluna

  • Kailua, Oahu, Hawaii
    5 br, 4 ba
  • Protected by a gated entrance, this Lanikai oceanfront villa offers a rare combination of breathtaking ocean views and privacy. The best beaches in...

Oahu Lani
  • Oahu Lani

  • Kailua, Oahu, Hawaii
    10 br, 11.5 ba, Pool, Beachfront
  • O’ahu Lani is children-friendly and family oriented and the only villa on the island that includes fully customized service and gourmet meals. The...

Royal Kailua Estate
  • Royal Kailua Estate

  • Kailua, Oahu, Hawaii
    8 br, 8.5 ba, Pool
  • A grand beachside estate on beautiful Kailua Beach. This premier luxury rental is set on 1.5 acres of world-famous Kailua beachfront property and...

All prices listed are in USD

Lanikai Villas

Kumu Wai
  • Kumu Wai

  • Lanikai, Oahu, Hawaii
    6 br, 6 ba, Pool, Beachfront
  • Residing quietly behind gated walls, you will find Kumu Wai, your respite from the rest of the world. This U-shaped six bedroom, six bathroom villa...

Hale Pakalana
  • Hale Pakalana

  • Lanikai, Oahu, Hawaii
    5 br, 5.5 ba, Pool, Beachfront
  • Enter the splendor of this large Balinese style estate through a private gate, stroll down coral walkways meandering by the poolside cabana until yo...

Paul Mitchell Estate
  • Paul Mitchell Estate

  • Lanikai, Oahu, Hawaii
    7 br, 9.5 ba, Pool, Beachfront
  • The Paul Mitchell Estate is comprised of more than one acre of private gated beachfront splendor. With 7 bedrooms, 9 bathrooms, and 3 kitchens over...

All prices listed are in USD

Manoa Valley Villas

Hale Maluhia
  • Hale Maluhia

  • Manoa Valley, Oahu, Hawaii
    4 br, 4.5 ba, Pool
  • Known for its daily display of rainbows, Manoa Valley will not disappoint. Lounge by the pool and enjoy cool breezes, rainforest mists and the...

All prices listed are in USD

Waialae Iki Villas

Ocean View Estate
  • Ocean View Estate

  • Waialae Iki, Oahu, Hawaii
    5 br, 4.5 ba, Pool
  • This Ocean View Estate is the perfect home for a large family to gang-up in, or a couple to stretch out and truly relax. Here you will find space,...

All prices listed are in USD

Waikiki Villas

Black Point Villa
  • Black Point Villa

  • Waikiki, Oahu, Hawaii
    3 br, 3 ba, Pool
  • Black Point Estate is a beautiful gated community on the South Shore of Oahu. Live like old Hawaiian royalty in the exclusive Black Point Villa....

All prices listed are in USD